Methyl 4-methoxyacetoacetate → HCID 178494553, compound

Participants

Reaction Steps

To a solution of methyl 4-methoxyacetoacetate (2.0 g, 13.69 mmole) in MeOH (15 mL) was added formamidine acetate (1.57 g, 15.05 mmole) and NaOMe (6.5 mL of a 25% by weight solution in MeOH, 30.11 mmole) then the mixture was heated to reflux. After 18 hours, the mixture was cooled to room temperature and concentrated to dryness. The residue was taken up in H2O and the pH adjusted to 7. The aqueous mixture was extracted with CHCl3 (3×). The combined organic layers were dried (MgSO4), filtered, and concentrated to give the title compound which was sufficiently pure for use in the next step without purification. 1H-NMR (500 MHz, CDCl3) δ 8.17 (s, 1H), 6.60 (s, 1H), 4.38 (s, 2H), 3.50 (s, 3H).

Provenance & Evidence